CN112763600A - Method for simultaneously determining iridoid glycoside component content in fevervine based on HPLC - Google Patents
Method for simultaneously determining iridoid glycoside component content in fevervine based on HPLC Download PDFInfo
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Abstract
The invention provides a method for simultaneously determining iridoid glycoside component content in fevervine based on HPLC, which comprises the following operation steps: a. preparation of control solutions: dissolving iridoid glycoside reference substance in ethanol solution to obtain reference solution; b. preparation of a test solution: taking a sample to be detected, crushing and sieving, adding ethanol for extraction, and filtering to obtain a subsequent filtrate; c. and (d) respectively sucking the reference substance solution and the test substance solution, injecting the reference substance solution and the test substance solution into a chromatograph, and calculating the content of the iridoid glycoside component in the sample to be detected by adopting an external standard method. The method simultaneously determines the contents of 3 effective components such as paederoside, paederosidic acid, asperuloside and the like in the paederia scandens medicinal material for the first time based on HPLC, and is stable and reliable.
Description
Technical Field
The invention particularly relates to a method for simultaneously determining the content of iridoid glycoside components in paederia scandens based on HPLC.
Background
Paederia scandens is a dry aerial part of Paederia scandens (Lour.) Merr. of Paederia genus of Rubiaceae family, is collected in multiple local standards such as the Chinese medicinal material Standard of Sichuan province, is sweet, astringent and flat, has the functions of promoting digestion, relieving pain, removing dampness and detoxifying, can be used for treating indigestion, chest and hypochondrium epigastric pain, eczema, sore and ulcer swelling and pain and the like, and is a common national folk medicine in China. The herba Paederiae contains iridoid glycoside, flavone, triterpene, volatile oil, etc., and has antiinflammatory, analgesic, antibacterial, antitumor, and gastrointestinal motility promoting effects. In local standards such as Sichuan and the like, quality standards are mostly concentrated on routine examination of properties, microscopy, thin-layer identification, moisture, ash content and the like, and literature search shows that the existing research on Chinese fevervine is mostly concentrated on chemical component extraction and separation and pharmacological action, and the content measurement report on the active ingredients of Chinese fevervine herb is sporadic. Xiyanxiang. content determination of active ingredients of paederia scandens and pharmacokinetic study [ D ]. guangzhou: 2018, southern China university, discloses a method for simultaneously determining the content of 4 iridoid glycosides in chicken vectors by LC-MS/MS, and the method is complex, expensive in used instruments, high in detection cost and difficult to popularize and apply.
Disclosure of Invention
In order to solve the problems, the invention establishes a method for simultaneously determining the content of iridoid glycoside components in paederia scandens based on HPLC, which comprises the following operation steps:
a. preparation of control solutions: dissolving iridoid glycoside reference substance in ethanol solution to obtain reference solution;
b. preparation of a test solution: taking a sample to be detected, crushing and sieving, adding ethanol for extraction, and filtering to obtain a subsequent filtrate;
c. respectively sucking the reference solution and the test solution to be injected into a chromatograph, wherein the chromatographic conditions are as follows:
the chromatographic conditions were as follows: stationary phase: c18Column, mobile phase: taking 0.1-0.5% formic acid as a mobile phase A and acetonitrile as a mobile phase B; the gradient elution procedure was as follows:
d. and calculating the content of iridoid glycoside in the sample to be detected by adopting an external standard method.
Furthermore, the reference substance solution in the step a contains 0.1-0.5 mg, preferably 0.1mg of each iridoid glycoside reference substance per 1 ml.
Further, the iridoid glycoside is paederoside, paederoside acid and/or asperuloside.
Further, the stationary phase of the chromatographic conditions in step C is Agilent Zorbax SB-C18 with specification of 4.6mm x150mm, 5 μm, and the mobile phase A is 0.1% formic acid.
Further, the chromatographic conditions are applied in an amount of 1-10. mu.L, preferably 5. mu.L, at a column temperature of 20-45 deg.C, preferably 30 deg.C, at a wavelength of 254nm, and at a flow rate of 0.5-1.5 mL/min-1Preferably 1.0 mL/min-1。
Further, the sieving in the step b is to sieve through a 65-mesh sieve; the mass-volume ratio of the Chinese fevervine herb to the ethanol is 0.5-1 g: 25-30 ml, preferably 0.5 mg: 25 ml.
Further, the concentration of the ethanol solution is 50 percent, v/v.
Further, the extraction in the step b is water bath reflux extraction for 60 min.
Further, the fevervine herb is a dried aerial part of Paederia scandens (Lour.) merr.
The method simultaneously determines the contents of 3 effective components such as paederoside, paederosidic acid, asperuloside and the like in the paederia scandens medicinal material for the first time based on HPLC, is stable and reliable, can be used for quality control of the paederia scandens medicinal material, and can also provide a reference for content determination of other paederia scandens medicinal materials.
Obviously, many modifications, substitutions, and variations are possible in light of the above teachings of the invention, without departing from the basic technical spirit of the invention, as defined by the following claims.
The present invention will be described in further detail with reference to the following examples. This should not be understood as limiting the scope of the above-described subject matter of the present invention to the following examples. All the technologies realized based on the above contents of the present invention belong to the scope of the present invention.
Drawings
FIG. 1 HPLC chromatograms of control (A) and herba Paederiae test sample (B)
FIG. 2 is an HPLC chromatogram of a fevervine test sample under different gradients (1. asperuloside, 2. feveroside, 3. feveroside, A. gradient 1, B. gradient 2, C. gradient 3, D. gradient 4, E. gradient 5)
FIG. 3 Cluster analysis of Paederia scandens in different regions
Detailed Description
Example 1 detection method of the invention
(1) Preparation of Mixed control
Taking 1.0mg each of the paederoside, the paederoside acid and the asperuloside reference substance, precisely weighing, placing in a 10mL measuring flask, adding 50% ethanol for dissolving, diluting to scale, shaking uniformly to obtain a mixed reference substance stock solution of the paederoside, the paederoside acid and the asperuloside, wherein the mass concentration is 0.1mg/mL, and further diluting with 50% ethanol to prepare a mixed reference substance solution with a series of concentrations.
(2) Preparation of test solution
Taking about 0.5g of paederia scandens sample powder (No. sieve, 65 meshes), precisely weighing, placing in a conical flask with a plug, precisely adding 25mL of 50% ethanol, sealing the plug, weighing, refluxing in water bath for 60min, cooling, weighing again, supplementing weight, shaking, filtering, and taking the subsequent filtrate.
(3) Respectively sucking a series of reference substance solutions and test substance solutions, injecting the reference substance solutions and the test substance solutions into a chromatograph, and recording a chromatogram (figure 1) under the chromatographic conditions: a chromatographic column: agilent Zorbax SB-C18(4.6mm x150mm, 5 μm), mobile phase: 0.1% formic acid (A) -acetonitrile (B); flow rate: 1 mL. min-1And the detection wavelength is as follows: 254 nm; column temperature: 30 ℃; sample introduction amount: 5 mu L of the solution; the gradient elution procedure was as follows:
(4) respectively drawing standard curves by taking the mass concentrations (X) of the paederoside, the paederosidic acid and the asperuloside as horizontal coordinates and taking the peak area (Y) as vertical coordinates, and calculating the content of each component in the paederoside sample according to the standard curves.
The beneficial effects of the invention are illustrated by way of experimental examples below:
experimental example 1
1 instruments and materials
1.1 instruments
High performance liquid chromatograph (Agilent 1260), analytical balance (Sartorius BP121S, Sartorius BT 125D)
1.2 reagent
Paederoside reference (batch No.: CHB180320), paederosidic acid reference (batch No.: CHB180318), asperuloside reference (batch No.: CHB180522) (medocloma biotechnology limited, purity: HPLC ≥ 98%), chromatographic acetonitrile (Fisher Chemical), purified water (huanyibobao limited), chromatographic formic acid (medoxomil), analytical ethanol (medoxomil limited).
1.3 herbs
27 Chinese fevervine herbs used in the invention are identified as dry aerial parts of Paederia scandens Merr. of the Rubiaceae family by Jianggua professor of Chengdu Chinese medicine university. Sample information is detailed in table 1.
TABLE 127 Paederia scandens sample information
2 methods and results
2.1 chromatographic conditions
A chromatographic column: agilent Zorbax SB-C18(4.6mm x150mm, 5 μm); mobile phase: 0.1% formic acid (A) -acetonitrile (B); flow rate: 1 mL. min-1(ii) a Detection wavelength: 254 nm; column temperature: 30 ℃; sample introduction amount: 5 mu L of the solution;
the component of the Chinese fevervine herb is complex, and the following 5 elution programs which can separate 3 components of Chinese fevervine herb, Chinese fevervine acid and asperuloside are obtained through continuous adjustment:
gradient 1: 0-5 min, 85% A; 5-90 min, 85% → 0% A; 90-100 min, 0% A;
gradient 2: 0-15 min, 85% A; 15-25 min, 85% → 80% A; 25-27 min, 80% A; 27-35 min, 80% → 74% A; 35-45 min, 74% → 0% A;
gradient 3: 0-10 min, 90 → 85% A; 10-20 min, 85% → 80% A; 20-23 min, 80% A; 23-30 min, 80% → 0% A;
gradient 4: 0-8 min, 90 → 86% A; 8-12 min, 86% → 84% A; 12-14 min, 84% → 82% A; 14-20 min, 82% → 80% A; 20-23 min, 80% → 80% A; 23-28 min, 80% → 0% A;
gradient 5: 0-8 min, 90 → 86% A; 8-12 min, 86% → 84% A; 12-14 min, 84% → 82% A; 14-20 min, 82% → 80% A; 20-23 min, 80% → 80% A; 23-24 min, 80% → 10% A; 24-25 min, 10% → 90% A;
gradient elution procedure 1-4 the chromatogram of the fevervine herb (figure 2) obtained is that the separation degree of 3 components of the fevervine glycoside, the fevernine and the asperuloside is poor, which does not meet the requirement that the separation degree in the chromatographic systematic applicability test specified in Chinese pharmacopoeia is more than 1.5, so the gradient elution procedure 5 is used for methodology investigation.
2.2 preparation of Mixed control solutions
Accurately weighing 1.0mg each of the paederoside, paederoside acid and asperuloside reference substances, placing in a 10mL measuring flask, adding 50% ethanol for dissolving, diluting to scale, and shaking to obtain a mixed reference substance stock solution of the paederoside, the paederoside acid and the asperuloside with the mass concentration of 0.1 mg/mL.
2.3 preparation of test solutions
In order to ensure the extraction of effective components and avoid the introduction of impurities to influence the final detection result, the preparation method of the test solution is investigated from the extraction method, the extraction reagent and the extraction time. In the investigation, the peak shape of each component of the chromatogram of the sample solution obtained by reflux extraction is better, and the separation degree is higher, so that a water bath reflux mode is adopted.
Reflux-extracting herba Paederiae with 50 times (v/w, ml/g) of 6 solvents including methanol, 50% ethanol, 75% ethanol, acetonitrile, and acetone for 90min, respectively, and analyzing the extractive solution under 2.1 chromatographic conditions to obtain a sample solution with 50% ethanol, which has better peak shape and higher separation degree; and then, taking a paederia scandens sample, adding 50 times (v/w, ml/g) of 50% ethanol, refluxing in water bath for 30min, 60min, 90min and 120min respectively, analyzing the extracted solution under the 2.1 chromatographic condition to obtain the extract, wherein the peak shape of each component of the chromatogram of the test solution obtained by refluxing for 60min is better than 30min, and the refluxing for 90min and 120min is not obviously different from the refluxing for 60min, so that the refluxing for 60min is selected.
And finally determining: taking about 0.5g of paederia scandens sample powder (number sieve, 65 meshes), precisely weighing, placing in a conical flask with a plug, precisely adding 25mL of 50% ethanol, sealing the plug, and weighing. Refluxing in water bath for 60min, cooling, weighing, supplementing weight, shaking, and filtering to obtain filtrate.
2.4 methodological considerations
2.4.1 Linear relationship
Precisely sucking 1, 2, 2.5, 5, 7.5, 10, 12.5 and 15 mu L of the mixed reference substance solution according to the condition of the item of 2.1, further diluting with 50% ethanol to prepare the mixed reference substance solution with series concentration, injecting the sample, and solving a regression equation by taking the reference mass concentration as a horizontal coordinate (X) and the corresponding peak area as a vertical coordinate (Y) as shown in the table 2. The results show that the 3 components have a good linear relationship in the respective mass concentration ranges.
TABLE 23 regression equation and Linear Range of the Components
2.4.2 precision test
Precisely sucking 5 mu L of the mixed reference substance solution, and continuously feeding samples for 6 times according to the condition of '2.1', wherein the results show that the RSD of the peak area integral values of the paederoside, the paederosidic acid and the asperuloside are respectively 0.13%, 0.13% and 0.23%, which indicates that the method has good precision.
2.4.3 stability Studies
Precisely sucking 5 mu L of herba Paederiae (S4) test solution, respectively placing under dark condition for 0, 2, 4, 8, 12, and 24h, injecting 5 mu L of the solution according to the condition of "2.1", and analyzing. The results show that the RSD of the peak areas of the paederoside, the paederosidic acid and the asperuloside are respectively 0.81%, 0.60% and 0.89%, which indicates that the 3 components are stable within 24 hours under the dark condition.
2.4.4 repeatability test
Taking 6 parts of a fevervine sample (S4), precisely weighing, carrying out parallel operation according to the method for preparing the test solution in the item 2.3, respectively injecting 5 mu L of sample according to the item 2.1, and measuring the peak areas of the fevervine glycoside, the fevervine acid and the asperuloside. The results show that the peak areas RSD of the paederoside, the paederosidic acid and the asperuloside are respectively 2.01%, 2.82% and 3.91%, which indicates that the method has good repeatability.
2.4.5 sample recovery test
Taking 6 parts of the measured paederia scandens sample (S4), precisely weighing, precisely adding a proper amount of paederia scandens glycoside, paederosidic acid and asperuloside reference solution, preparing a test solution according to the preparation method of 2.3, and measuring according to the condition of 2.1, wherein the average recovery rates of the paederosidic glycoside, the paederosidic acid and the asperuloside are 93.40%, 98.47% and 92.61% respectively, and the RSD is 2.00%, 1.58% and 1.53% respectively, which is detailed in Table 3.
TABLE 3 sample recovery test results (n ═ 6)
2.5 assay
Taking 27 batches of Chinese fevervine herb samples, preparing a test solution according to the method under the item 2.3, precisely absorbing 5 mu L of the test solution, measuring according to the chromatographic condition under the item 2.1, and calculating the contents of Chinese fevervine glycoside, Chinese fevervine nucleotide and asperuloside in the samples by adopting an external standard method, wherein the results are shown in a table 4.
TABLE 427 measurement of the content of paederoside, paederoside acid and asperuloside in Paederia scandens (n-3)
Wherein, the contents of paederoside (2.142%) and asperuloside (2.807%) in S17 are higher than those in other producing areas; the content of paederosidic acid (1.881%) in S16 is highest; s20 contains less paederoside (0.032%) than other parts, and no paederoside can be detected in S19-S21 and no asperuloside can be detected in S10-S12. The paederoside content is 0.032% -2.142%, and the average value is 0.349%; the content of paederosidic acid is 0-1.881%, and the average value is 0.349%; the content of asperuloside is 0-2.807%, the average value is 0.383%, and the total content of paederoside, paederoside acid and asperuloside in S17 and S25 is far higher than that in other batches, respectively 5.185% and 3.180%, and the lower content is S20 (0.192%) and S21 (0.158%).
By analyzing the average values of the fevervine herb paederia scandens glucoside, the fevervine acid and the asperuloside in all production places, the fevervine herb 27 has the highest paedervine glucoside (1.404%) content in Fujian, the fevervine herb (1.059%) content in Henan is higher than that in other production places, and the fevervine herb (1.452%) content in Hubei; the contents of paederoside (0.091%) and paederoside acid (0.016%) produced in Anhui province are lower than those produced in other producing areas, and the content of asperuloside produced in Guangxi province is the lowest (0.025%).
From the collection time of 27 batches of the fevervine medicinal materials, the average value of the fevervine glycoside in the fevervine medicinal materials is 1 month (0.123%) at least, 9 months (1.192%) at most, the average value of the fevervine nucleotide is 7 months (0.244%) at most, 10 months (0.555%) at most, the average value of the asperuloside is 1 month (0.030%) at least, and the average value of the fevervine glycoside is 9 months (1.452%); the total content of the 3 components is 0.419 percent (1 month) to 3.180 percent (9 months), and the collection period of the components and the paederia scandens is summer and autumn[2]And (4) matching.
2.6 Cluster analysis
Adopting group-group connection, taking the squared Euclidean distance as a measure, taking the relative percentage content of each component as a reference, and carrying out systematic clustering analysis on 27 batches of Chinese fevervine medicinal materials in different producing areas. The results are shown in FIG. 3.
As shown in fig. 3, when the class interval is 5, 27 batches of fevervine herb can be clustered into 6 classes: S1-S15, S19-S23 and S26-S27 are I, S24 is II, S16 is III, S18 is IV, S25 is V and S17 is VI; as can be seen from Table 4, the above classification results were obtained based on the total amount of paederoside, paederosidic acid and asperuloside in the Paederia scandens. S1-S9 of Sichuan and S10-S15 of Chongqing area of the same genus are gathered together, Chinese fevervine S19-S20 produced in Anhui and S21-S22 produced in Zhejiang, but S18 and S19-S20 from Anhui and S16 and S17 produced in Henan are not gathered together; the same harvesting time of S1-S2, S9, S14-S15, S20, S23-S24, S5, S10-S13, S16-S17, S4, S6-S8, S18-S19, S21-S22 and S26-27 are not aggregated into one group. When the class interval is 10, 27 batches of Chinese fevervine herb can be clustered into 4 classes: S1-S15, S19-S24 and S26-S27 are I, S16 is II, S18 and S25 are III, and S17 is IV; when the class interval is 15, 27 batches of Chinese fevervine herb can be clustered into 2 classes: S1-S16, S19-S24 and S26-S27 are I types, and S17, S18 and S25 are II types, which are probably related to that the total content of the paederoside, the paederoside acid and the asperuloside in S17, S18 and S25 is higher than that in other batches.
3 results
The present invention uses 0.1% formic acid (A) -acetonitrile (B) as a mobile phase, and detects the wavelength (210nm, 230nm, 254nm, 260nm), the amount of sample (2. mu.L, 5. mu.L, 10. mu.L), the flow rate (0.5 mL/min)-1、1mL·min-1、2mL·min-1) And a gradient elution program and the like are investigated in various aspects, and finally a method for simultaneously determining the paederia scandens glycoside, the paederia scandens acid and the asperuloside in paederia scandens medicinal materials in different producing areas is established.
Referring to relevant documents, the preparation method of the test solution is considered from the aspects of extraction methods (ultrasound, reflux), extraction reagents (methanol, 50% ethanol, 75% ethanol, acetonitrile, acetone), extraction time (30min, 60min, 90mim, 120min) and the like, and finally the preparation method of the test is determined.
The method simultaneously determines the contents of 3 effective components such as paederoside, paederosidic acid, asperuloside and the like in the paederia scandens medicinal material for the first time based on HPLC, is stable and reliable, can be used for quality control of the paederia scandens medicinal material, and can also provide a reference for content determination of other paederia scandens medicinal materials.
Claims (9)
1. A method for simultaneously determining the content of iridoid glycoside components in paederia scandens based on HPLC is characterized by comprising the following steps: the method comprises the following operation steps:
a. preparation of control solutions: dissolving iridoid glycoside reference substance in ethanol solution to obtain reference solution;
b. preparation of a test solution: taking a sample to be detected, crushing and sieving, adding ethanol for extraction, and filtering to obtain a subsequent filtrate;
c. respectively sucking the reference solution and the test solution to be injected into a chromatograph, wherein the chromatographic conditions are as follows:
the chromatographic conditions were as follows: stationary phase: c18Column, mobile phase: taking 0.1-0.5% formic acid as a mobile phase A and acetonitrile as a mobile phase B; the gradient elution procedure was as follows:
d. and calculating the content of iridoid glycoside in the sample to be detected by adopting an external standard method.
2. The method for measuring according to claim 1, wherein: and a step a, every 1ml of the reference substance solution contains 0.1-0.5 mg, preferably 0.1mg of each iridoid glycoside reference substance.
3. The assay method according to claim 1 or 2, characterized in that: the iridoid glycoside is paederoside, paederosidic acid and/or asperuloside.
4. The method for measuring according to claim 1, wherein: the stationary phase of the chromatographic conditions in the step C is Agilent Zorbax SB-C18, the specification is 4.6mmx150mm, the size is 5 mu m, and the mobile phase A is 0.1 percent formic acid.
5. According to claimThe method according to claim 4, wherein: the sample amount of the chromatographic conditions is 1-10 μ L, preferably 5 μ L, the column temperature is 20-45 deg.C, preferably 30 deg.C, the wavelength is 254nm, and the flow rate is 0.5-1.5 mL/min-1Preferably 1.0 mL/min-1。
6. The method for measuring according to claim 1, wherein: sieving by a 65-mesh sieve in the step b; the mass-volume ratio of the Chinese fevervine herb to the ethanol is 0.5-1 g: 25-30 ml, preferably 0.5 mg: 25 ml.
7. The method according to claim 1 or 6, wherein: the concentration of the ethanol solution is 50 percent, v/v.
8. The method for measuring according to claim 1, wherein: the extraction in the step b is water bath reflux extraction for 60 min.
9. The method according to claim 1 to 8, wherein: the herba Paederiae is dried aerial part of Paederia scandens (Lour.) Merr.
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| CN104237440A (en) * | 2014-10-09 | 2014-12-24 | 成都中医药大学 | Lamiophlomis rotata kudo HPLC (High Performance Liquid Chromatography) detection method and finger-print detection technology |
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